GB1312056A - 2-5,-nitro-2,-imidazolyl-benzimidazoles - Google Patents
2-5,-nitro-2,-imidazolyl-benzimidazolesInfo
- Publication number
- GB1312056A GB1312056A GB1874370A GB1874370A GB1312056A GB 1312056 A GB1312056 A GB 1312056A GB 1874370 A GB1874370 A GB 1874370A GB 1874370 A GB1874370 A GB 1874370A GB 1312056 A GB1312056 A GB 1312056A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitro
- reacting
- prepared
- group
- ethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003839 salts Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- NVKJOXRVEKMMHS-UHFFFAOYSA-N 5-nitro-1,2,4-triazol-3-one Chemical compound [O-][N+](=O)C1=NC(=O)N=N1 NVKJOXRVEKMMHS-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002015 acyclic group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- NCYXNZNYAMKNKV-UHFFFAOYSA-N (1-ethyl-5-nitroimidazol-2-yl)methanol Chemical compound CCN1C(CO)=NC=C1[N+]([O-])=O NCYXNZNYAMKNKV-UHFFFAOYSA-N 0.000 abstract 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- ORPVVAKYSXQCJI-UHFFFAOYSA-N 1-bromo-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1Br ORPVVAKYSXQCJI-UHFFFAOYSA-N 0.000 abstract 1
- JIUFIUFXILBXAC-UHFFFAOYSA-N 1-ethyl-5-nitroimidazole Chemical compound CCN1C=NC=C1[N+]([O-])=O JIUFIUFXILBXAC-UHFFFAOYSA-N 0.000 abstract 1
- RPKCLSMBVQLWIN-UHFFFAOYSA-N 2-n-methylbenzene-1,2-diamine Chemical compound CNC1=CC=CC=C1N RPKCLSMBVQLWIN-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- 229940058965 antiprotozoal agent against amoebiasis and other protozoal diseases nitroimidazole derivative Drugs 0.000 abstract 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 239000008298 dragée Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- KYCGURZGBKFEQB-UHFFFAOYSA-N n',n'-dibutylpropane-1,3-diamine Chemical compound CCCCN(CCCC)CCCN KYCGURZGBKFEQB-UHFFFAOYSA-N 0.000 abstract 1
- KFBOUJZFFJDYTA-UHFFFAOYSA-N n-methyl-2-nitroaniline Chemical compound CNC1=CC=CC=C1[N+]([O-])=O KFBOUJZFFJDYTA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000004957 nitroimidazoles Chemical class 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
- C07D233/95—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by nitrogen atoms, attached to other ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/325—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups reduction by other means than indicated in C07C209/34 or C07C209/36
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
- C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1920635A DE1920635C3 (de) | 1969-04-19 | 1969-04-19 | 2-(l-MethyI-5-nitro-2-imidazolyl)benzimidazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1312056A true GB1312056A (en) | 1973-04-04 |
Family
ID=5732064
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1874370A Expired GB1312056A (en) | 1969-04-19 | 1970-04-20 | 2-5,-nitro-2,-imidazolyl-benzimidazoles |
Country Status (15)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0122109A3 (en) * | 1983-04-07 | 1986-03-12 | Smith Kline & French Laboratories Limited | Preparation of cyano- or aminoalkyl substituted aromatic amines |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4053472A (en) * | 1969-04-19 | 1977-10-11 | Schering Aktiengesellschaft | 2-(5-nitro-2-imidazolyl)-benzimidazoles |
| IT1043840B (it) * | 1971-05-08 | 1980-02-29 | Poli Ind Chimica Spa | Pirimidine 2 5 disostituite e processo per la loro preparazione |
| US3996238A (en) * | 1972-02-08 | 1976-12-07 | Ciba-Geigy Corporation | 4- or 5-Nitroimidazoles and processes for their manufacture |
| BE795636A (fr) * | 1972-02-19 | 1973-08-20 | Schering Ag | Nitroimidazolylpyrimidines, et leur procede de preparation |
| WO1995032960A1 (fr) * | 1994-05-31 | 1995-12-07 | Mitsui Toatsu Chemicals, Incorporated | Derive de benzimidazol |
| US5968933A (en) * | 1994-08-26 | 1999-10-19 | Auckland Division Cancer Society Of New Zealand Inc. | DNA-targeted alkylating agents |
-
1969
- 1969-04-19 DE DE1920635A patent/DE1920635C3/de not_active Expired
-
1970
- 1970-03-27 CS CS2059A patent/CS167896B2/cs unknown
- 1970-04-02 CH CH1820172A patent/CH546768A/xx not_active IP Right Cessation
- 1970-04-02 CH CH491970A patent/CH546774A/xx not_active IP Right Cessation
- 1970-04-08 ES ES70378368A patent/ES378368A1/es not_active Expired
- 1970-04-15 DK DK188570AA patent/DK137758B/da unknown
- 1970-04-17 FR FR707013970A patent/FR2042351B1/fr not_active Expired
- 1970-04-17 AT AT351470A patent/AT294075B/de active
- 1970-04-17 FI FI701070A patent/FI52861C/fi active
- 1970-04-17 SE SE05326/70A patent/SE364962B/xx unknown
- 1970-04-17 NO NO01455/70A patent/NO126624B/no unknown
- 1970-04-17 BE BE749102D patent/BE749102A/xx unknown
- 1970-04-17 ZA ZA702577A patent/ZA702577B/xx unknown
- 1970-04-20 NL NL7005703A patent/NL7005703A/xx not_active Application Discontinuation
- 1970-04-20 GB GB1874370A patent/GB1312056A/en not_active Expired
- 1970-04-20 JP JP45033734A patent/JPS4914231B1/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0122109A3 (en) * | 1983-04-07 | 1986-03-12 | Smith Kline & French Laboratories Limited | Preparation of cyano- or aminoalkyl substituted aromatic amines |
Also Published As
| Publication number | Publication date |
|---|---|
| CS167896B2 (enrdf_load_stackoverflow) | 1976-05-28 |
| DE1920635C3 (de) | 1979-06-28 |
| DE1920635B2 (de) | 1978-11-02 |
| CH546774A (de) | 1974-03-15 |
| AT294075B (de) | 1971-11-10 |
| ZA702577B (en) | 1971-01-27 |
| FR2042351A1 (enrdf_load_stackoverflow) | 1971-02-12 |
| DK137758C (enrdf_load_stackoverflow) | 1978-10-09 |
| NL7005703A (enrdf_load_stackoverflow) | 1970-10-21 |
| FI52861C (fi) | 1977-12-12 |
| FI52861B (enrdf_load_stackoverflow) | 1977-08-31 |
| DK137758B (da) | 1978-05-01 |
| JPS4914231B1 (enrdf_load_stackoverflow) | 1974-04-05 |
| FR2042351B1 (enrdf_load_stackoverflow) | 1973-07-13 |
| NO126624B (enrdf_load_stackoverflow) | 1973-03-05 |
| ES378368A1 (es) | 1972-06-16 |
| DE1920635A1 (de) | 1970-10-29 |
| BE749102A (fr) | 1970-10-19 |
| SE364962B (enrdf_load_stackoverflow) | 1974-03-11 |
| CH546768A (de) | 1974-03-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IE36797L (en) | 1,5-benzodiazepin-2-one derivatives. | |
| ES431056A1 (es) | Procedimiento para la preparacion de nuevos n- (metoximetil-furilmetil)-6, 7-benzomorfanos y -morfinanos. | |
| GB1357442A (en) | Polymeric phenazinium compounds | |
| GB1312056A (en) | 2-5,-nitro-2,-imidazolyl-benzimidazoles | |
| GB1348093A (en) | Dialkyl-4-hydroxyphenylcarboxylates of tris-hydroxyalkyl-iso cyanurate | |
| GB1432816A (en) | Pharmaceutical antimycotic compositions medicaments and method | |
| ES444563A1 (es) | Procedimiento para la preparacion de esteres poliglicidili- cos de acido policarboxilico. | |
| ES317157A1 (es) | Un metodo de preparar un compuesto derivado de los acidos fenoxiacetico y feniltioacetico. | |
| GB1241637A (en) | Improvements in or relating to anti-inflammatory compositions | |
| GB1043510A (en) | D-(--)-n-alkyl-1-phenyl-2-aminoethanols | |
| ES450371A1 (es) | Un procedimiento para la preparacion de un compuesto de 4- (hidioximetil) midazol. | |
| GB936374A (en) | Process for the production of modified polyamides and polyesters | |
| ES405385A1 (es) | Un metodo de producir preparaciones farmaceuticas. | |
| ES319653A1 (es) | Un procedimiento para la preparacion de derivados de imidazol. | |
| GB1425261A (en) | Nitroimidazolyl-pyrimidines | |
| GB1441864A (en) | Biphenyl derivatives and pharmaceutical compositions thereof | |
| ES380714A1 (es) | Un procedimiento para la preparacion de derivados de acido biciclo-(2.2.2)-octano-1-carboxilico. | |
| ES307984A1 (es) | Procedimiento para la preparacion de nuevas amidas de acido ariloxiacetico. | |
| ES304833A1 (es) | Procedimiento de preparaciën de derivados del imidazol | |
| GB1302823A (enrdf_load_stackoverflow) | ||
| ES465346A1 (es) | Procedimiento para preparar imidazoles 4,5-disustituidos. | |
| GB1436982A (en) | Imidazole derivatives and process for preparing them | |
| GB1301996A (enrdf_load_stackoverflow) | ||
| ES406296A1 (es) | Un procedimiento para la preparacion de un compuesto acilo-xialquilheterociclico. | |
| ES278797A1 (es) | Procedimiento para la preparaciën de nuevos fenil-uracilos |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |